One new neolignan identified as 2, 3-( trans) -dihydro-2-(4-hydroxy-3-methoxyphenyl) -3-[(beta-D-glucopyranosyloxy) methyl]-7-methoxybenzofuran-5-propenoic acid (1) and five known steroidal glycosides namely torvoside A(2), torvoside C(3), torvoside H(4), solanolactoside A (5), (25S)-6alpha-hydroxy-5alpha-spirostan-3-one-6-0-[alpha-L-rhamnopyranosyl-(1-->3-beta3)-beta-D-D-quinovopyr-anoside] (6) were isolated from the fruits of Solanum torvum. Their structures were elucidated on the basis of 1D, 2D NMR and MS spectroscopic analysis.
Fruit ; chemistry ; Isomerism ; Lignans ; chemistry ; isolation & purification ; Solanum ; chemistry

Ten compounds were isolated and purified by column chromatography over silica gel, preparative TLC, and Sephadex LH-20 from the whole plant of Solanum lyratum. The structures were elucidated on the basis of physico-chemical properties and spectral data as 1beta-hydroxy-1 ,2-dihydro-alpha-santonin (1) , boscialin (2) , blumenol C (3), 3beta-hydroxy-5alpha, 6alpha-epoxy-7-megastigmen-9-one(4), dehydrovomifoliol(5) , blumenol A(6), (1'S,2R,5S, 10R) -2-(1', 2'-dihydroxy-l1'-methylethyl) -6,10-dimethylspiro[4,5] dec-6-en-8-one(7) , (1'R,2R,5S,10R)-2-( 1',2'-dihydroxy-l '-methylethyl) -6,1 l0-dimethylspiro[4,5]dec-6-en-8-one( 8) , 2-(1',2'-dihydroxy-1 '-methylethyl) -6,1 0-dimethyl-9-hydroxyspiro [4,5] dec-6-en-8-one (9) , and grasshopper ketone (10). Compounds 1-10 were isolated from this plant for the first time.
Drugs, Chinese Herbal ; chemistry ; Solanum ; chemistry ; Terpenes ; analysis ; isolation & purification

OBJECTIVEA new method for simultaneous determination of solasonine (1), solamargine (2) and khasianine (3) in Solanum Nigrum by reversed-phase HPLC was developed.

METHODThe samples were separated at 30 degrees C on Agilent Zorbax SB C18 (4.6 mm x 150 mm, 5 microm) column with acetonitrile-water-phosphoric as mobile phase. Flow rate was 1.0 mL x min(-1) and the detection wavelength was 205 nm.

RESULTThere was good linearity between the peak area and concentration at the ranges of 0.860-10.320 microg (r = 0.999 7), 0.726-8.710 microg (r = 0.999 7), 0.856-10.270 microg (r = 0.999 7) for 1, 2 and 3 respectively. The average recoveries of 1, 2 and 3 were 101.04%, 99.65%, 100.17%.

CONCLUSIONThe method is rapid, simple and accurate, and it can be used for the evaluation of Solanum Nigrum L.

Alkaloids ; chemistry ; Chromatography, High Pressure Liquid ; methods ; Phytosterols ; chemistry ; Solanaceous Alkaloids ; chemistry ; Solanum nigrum ; chemistry

By means of preparative HPTLC and column chromatography over silica gel and Sephadex LH-20, ten sesquiterpenes were isolated and purified from the whole plants of Solanum septemlobum Bunge. Based on the physico-chemical properties and spectral data, their structures were elucidated and identified as: lyratol D(1), solajiangxin B(2), 1 ,2-dehydrocyperone(3), solanerianone A (4), dehydrocarissone(5), ligucyperonol(6), nardoeudesmol A(7), solajiangxin F(8), and lyratol B(9), solajiangxin D(10). For the first time, compounds 1-10 were isolated from Solanum septemlobum, and compounds 5-7 were obtained from the genus Solanum.
Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Mass Spectrometry ; Molecular Structure ; Sesquiterpenes ; chemistry ; isolation & purification ; Solanum ; chemistry

OBJECTIVETo investigate the chemical constituents in 95% alcohol extract of Solanum lyratum.

METHODThe compounds were isolated by column chromatography over silica gel, and purified by Sephadex LH-20 column chromatography and preparative TLC. The structures were elucidated on the basis of physicochemical properties and spectral data.

RESULTEleven compounds were isolated and identified as: formononetin (1), vanillic acid (2), genistein (3), apigenin (4), N-trans-feruloyltyramine (5), N-p-coumaroyltyramine (6), daidzein (7), caffeic aicd (8), protocatechuic acid (9), daidzin (10), and N-trans-feruloyl-3-methyldopamine (11).

CONCLUSIONFor the first time, compound 11 was separated from Solanaceae plant, and compounds 5 and 10 were isolated from Solanum, and compounds 1, 3, 4, 7 and 9 were obtained from this plant for the first time.

Alcohols ; chemistry ; Amides ; analysis ; isolation & purification ; Flavonoids ; analysis ; isolation & purification ; Plants, Medicinal ; chemistry ; Solanum ; chemistry

Ten compounds, including five steroidal saponins and five flavonol glycosides, were isolated from the whole plant of Solanum coagulans by means of column chromatographies over silica gel, ODS, Sephadex LH-20, and preparative HPLC. Based on analysis of MS and NMR spectroscopic data, their structures were established as anguiviosides XV (1), smilaxchinoside A (2), methylprotodioscin (3), protodioscin (4), solamargine (5), 3', 4', 5-trihydroxy-7-methoxy-6-C-β-D-glucopyranoside (6), brainoside B (7), camsibriside A (8), kampferol 3-O-(2"-β-D-galactopyranosyl)-β-D-glucopyranoside (9), and quercetin-3-O-(2"-β-D-galactopyranosyl)-β-D-glucopyranoside (10). All the compounds were first isolated from this plant. In the in vitro assays, compounds 4 and 5 showed cytotoxic activity against SMCC-7721 and NCI-H460.
Cell Line, Tumor ; Flavonols ; chemistry ; isolation & purification ; pharmacology ; Humans ; Saponins ; chemistry ; isolation & purification ; pharmacology ; Solanum ; chemistry

Two previously undescribed steroidal alkaloids, compounds 1-2, along with two known ones(3-4), were isolated from the 80% ethanol extract of ripe berries of Solanum nigrum by chromatographic methods, including silica gel, ODS, and HPLC. Based on spectroscopic and chemical evidence, including IR, NMR, and HR-ESI-MS data, the structures of the isolated compounds were identified as 12β,27-dihydroxy solasodine-3-O-β-D-glucopyranoside(1), 27-hydroxy solasodine-3-O-β-D-glucopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside(2), solalyraine A(3), and 12β,27-dihydroxy solasodine(4). Compounds 1-2 were tested for their potential effects against the proliferation of A549 cells, which revealed that compounds 1-2 had weak cytotoxic activity.
Alkaloids/analysis* ; Ethanol ; Fruit/chemistry* ; Molecular Structure ; Plant Extracts/chemistry* ; Saponins/analysis* ; Silica Gel/analysis* ; Solanum/chemistry* ; Solanum nigrum/chemistry* ; Steroids/pharmacology*

OBJECTIVETo study chemical constituents of Solanum lyratum.

METHODThe constituens were isolated by polystyrene resin RA, sephadex LH-20 and silica gel column chormatography, their structures were identified by spectroscopic analysis.

RESULTFour compounds were identified as The constituens were caffeic acid, vanillic acid, rutin and N(p-hydropheneethyl) p-coumaramide.

CONCLUSIONThese compounds were isolated from this plant for the first time.

Caffeic Acids ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Rutin ; chemistry ; isolation & purification ; Solanum ; chemistry ; Vanillic Acid ; chemistry ; isolation & purification

With glucose as substrate, sodium tripolyphosphate as the phosphorus acylating agent, and phosphorylase of Solanum tuberosum as the catalyst, glucose 1-phosphate was synthesized. Based on a three-level, three-variable Box-Behnken experimental design, response surface methodology was used to evaluate the effects of temperature, molar ratio of glucose to sodium tripolyphosphate and time on the production. The structure of the product was confirmed by 1H NMR spectra. The results show that the optimum conditions were as follows: temperature 35 degrees C, molar ratio of glucose to sodium tripolyphosphate 1.35:1 and time 19 h.
Catalysis ; Glucose ; metabolism ; Glucosephosphates ; biosynthesis ; Phosphorylases ; metabolism ; Polyphosphates ; chemistry ; Solanum tuberosum ; enzymology ; Surface Properties

OBJECTIVETo develop an HPLC method for determination of tomatine in the dried Solanum cathayanum of China Hubei Enshi.

METHODThe analysis was performed on a YMC-Pack ODS-AA column (4. 6 mm x 150 mm, 5 microm) eluted with acetonitrile and water in gradient mode. The concentration of acetonitrile in the mobile phase changes from 20% to 100% within 60 minutes. The detection wavelength was set 203 nm. The flow rate was 1.0 mL x min(-1) and column temperature was set at 30 degrees C.

RESULTThe linear relationship of tomatine was determined within the range from 0.1-0.6 g x L(-1) (r = 0.999 7). The average recovery as 98.93% with RSD 1.2%.

CONCLUSIONA convenient and reliable method was developed to determine the content of tomatine in the dried S. cathayanum.

Chromatography, High Pressure Liquid ; methods ; Chromatography, Reverse-Phase ; methods ; Solanum ; chemistry ; Tomatine ; analysis